Rolling hills, vineyards, and scattered buildings in a hilly landscape.

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Our top choices for Castelfiorentino vacation homes

1. New Listing

New Listing
Dogana
The price is ¥15,899
¥18,195 total
includes taxes & fees
Nov 14 - Nov 15
New Listing

2. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is ¥13,770
¥16,030 total
includes taxes & fees
Nov 15 - Nov 16
Casa Vacanze Le Case

3. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"
United States
Susan A.
The price is ¥21,199
¥56,884 total
includes taxes & fees
Nov 17 - Nov 18
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

4. RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Toscana
10.0 out of 10, Exceptional, (3 reviews)
"alles super"
Germany
Christoph G.
The price is ¥8,656
¥23,141 total
includes taxes & fees
Nov 16 - Nov 17
RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

5. YELLOW APARTMENT -Farmhouse whit Poll, Air conditioning, in the heart of Tuscany

YELLOW APARTMENT -Farmhouse whit Poll, Air conditioning, in the heart of Tuscany
Toscana
The price is ¥11,129
¥24,024 total
includes taxes & fees
Nov 14 - Nov 15
YELLOW APARTMENT -Farmhouse whit Poll, Air conditioning, in the heart of Tuscany

6. Apartment House with garden Tuscany Chianti , Florence 15km.

Apartment House with garden Tuscany Chianti , Florence 15km.
Toscana
9.8 out of 10, Exceptional, (75 reviews)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
The price is ¥17,703
¥24,260 total
includes taxes & fees
Nov 16 - Nov 17
Apartment House with garden Tuscany Chianti , Florence 15km.

7. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is ¥48,969
¥49,322 total
includes taxes & fees
Nov 14 - Nov 15
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

8. ORANGE APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

ORANGE APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Toscana
10.0 out of 10, Exceptional, (1 review)
"Superbe vacance et Massimo très très sympathique À refaire"
France
Stéphane P.
The price is ¥10,048
¥25,110 total
includes taxes & fees
Nov 14 - Nov 15
ORANGE APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

9. LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS

LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS
Ruffoli
9.2 out of 10, Wonderful, (28 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is ¥14,265
¥26,807 total
includes taxes & fees
Nov 16 - Nov 17
LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS

10. RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Toscana
8.0 out of 10, Very good, (4 reviews)
"Très bien situé, pour visiter les hauts lieux ( Florence...)ce gîte est approprié pour les mois d'été( belles terrasse et piscine), moins en automne où les jours sont moins longs et où le confort de la pièce de vie est très rudimentaire pour passer des soirées confortables avec bon éclairage pour les moments de lecture ou de jeux intérieurs."
United States
ROLAND W.
RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

11. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (13 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is ¥22,082
¥29,502 total
includes taxes & fees
Nov 17 - Nov 18
Chianti Craft House Badia a Passignano

12. RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Toscana
RED APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

13. YELLOW APARTMENT -Farmhouse whit Poll, Air conditioning, in the heart of Tuscany

YELLOW APARTMENT -Farmhouse whit Poll, Air conditioning, in the heart of Tuscany
Toscana
9.2 out of 10, Wonderful, (7 reviews)
"We enjoyed the stay at Massimos place a lot. He is very gentle and always friendly. Everything was clean and the apartments are equipped very well. It is perfect to relax or making some trips to the cities nearby or the beach."
Germany
Jan W.
The price is ¥10,016
¥25,031 total
includes taxes & fees
Nov 16 - Nov 17
YELLOW APARTMENT -Farmhouse whit Poll, Air conditioning, in the heart of Tuscany

14. THE RUSTIC TUSCAN NEST

THE RUSTIC TUSCAN NEST
Ponsacco
9.8 out of 10, Exceptional, (16 reviews)
"Carlos greeted us at the property and ensured we knew where everything was in the residence which was well equipped, very clean and next door to a grocery store. Carlos also recommended a great beach called the American Beach nearby and a fabulous Italian restaurant which I lost the receipt for but the food was excellent and incredibly reasonable. Carlos and Silvana are great hosts and deserving of their rating as Superhosts. Would recommend them to anyone staying in the area. "
Canada
Robert
The price is ¥13,249
¥16,075 total
includes taxes & fees
Nov 16 - Nov 17
THE RUSTIC TUSCAN NEST

15. BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany

BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany
Toscana
The price is ¥11,164
¥26,403 total
includes taxes & fees
Nov 23 - Nov 24
BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany

16. BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany

BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany
Toscana
The price is ¥11,164
¥26,403 total
includes taxes & fees
Nov 23 - Nov 24
BLUE APARTMENT - Farmhouse whit Pool, Air conditioned, in the heart of Tuscany

17. Room 'Camera Fuoco' with Shared Pool, Shared Garden and Wi-Fi

Room 'Camera Fuoco' with Shared Pool, Shared Garden and Wi-Fi
Le Vedute
The price is ¥17,257
¥17,787 total
includes taxes & fees
Nov 16 - Nov 17
Room 'Camera Fuoco' with Shared Pool, Shared Garden and Wi-Fi

18. GREEN APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

GREEN APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Toscana
GREEN APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

19. House with a separate entrance on the outskirts of Florence and Chianti

House with a separate entrance on the outskirts of Florence and Chianti
Impruneta
The price is ¥15,899
¥27,382 total
includes taxes & fees
Nov 19 - Nov 20
House with a separate entrance on the outskirts of Florence and Chianti

20. GREEN APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany

GREEN APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Toscana
8.0 out of 10, Very good, (1 review)
"Wunderbare Lage, alles gut mit dem Auto erreichbar, schöne Aussicht vom Pool."
Germany
Tobias W.
The price is ¥11,164
¥25,872 total
includes taxes & fees
Nov 14 - Nov 15
GREEN APARTMENT in Poggio alla Cavalla farmhouse in the heart of Tuscany
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castelfiorentino Hotel Reviews

Find out more about Castelfiorentino

Castelfiorentino Vacation Homes information

Number of reviews
142
Accommodation
1915 Vacation Homes
Lowest Price
¥16,030
Highest Price
¥56,884